CHEBI:4391 - demecarium bromide

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ChEBI Name demecarium bromide
ChEBI ID CHEBI:4391
Definition The methobromide salt of the N,N'-bis[3-(dimethylamino)phenyl carbamate] derivative of 2,13-diazatetradecane. It is an inhibitor of acetylcholinesterase and pseudocholinesterase, with a long duration of action. It is used in the treatment of chronic open-angle glaucoma: in the eye, it causes constriction of the iris sphincter muscle and the ciliary muscle, facilitating the outflow of the aqueous humor and so reducing intraocular pressure.
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Formula C32H52Br2N4O4
Net Charge 0
Average Mass 716.58800
InChI InChI=1S/C32H52N4O4.2BrH/c1-33(31(37)39-29-21-17-19-27(25-29)35(3,4)5)23-15-13-11-9-10-12-14-16-24-34(2)32(38)40-30-22-18-20-28(26-30)36(6,7)8;;/h17-22,25-26H,9-16,23-24H2,1-8H3;2*1H/q+2;;/p-2
InChIKey YHKBUDZECQDYBR-UHFFFAOYSA-L
SMILES [Br-].[Br-].CN(CCCCCCCCCCN(C)C(=O)Oc1cccc(c1)[N+](C)(C)C)C(=O)Oc1cccc(c1)[N+](C)(C)C
Roles Classification
Biological Role(s): EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
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ChEBI Ontology
Outgoing demecarium bromide (CHEBI:4391) has part demarcarium (CHEBI:59719)
demecarium bromide (CHEBI:4391) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
demecarium bromide (CHEBI:4391) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
demecarium bromide (CHEBI:4391) is a bromide salt (CHEBI:22925)
demecarium bromide (CHEBI:4391) is a carbamate ester (CHEBI:23003)
demecarium bromide (CHEBI:4391) is a quaternary ammonium salt (CHEBI:35273)
IUPAC Name
3,3'-{decane-1,10-diylbis[(methylcarbamoyl)oxy]}bis(N,N,N-trimethylanilinium) dibromide
INNs Sources
bromure de demecarium ChemIDplus
bromuro de demecario ChemIDplus
demecarii bromidum ChemIDplus
demecarium bromide ChemIDplus
Synonyms Sources
(m-hydroxyphenyl)trimethylammonium bromide decamethylenebis(methylcarbamate) ChemIDplus
decamethylenebis(m-dimethylaminophenyl-N-methylcarbamate)dimethobromide ChemIDplus
decamethylenebis(N-methylcarbamic acid m-dimethylaminophenyl ester) bromomethylate ChemIDplus
N,N'-bis(3-trimethylammoniumphenoxycarbonyl)-N,N'-dimethyldecamethylenediamine dibromide ChemIDplus
Database Links Databases
D00667 KEGG DRUG
DB00944 DrugBank
Demecarium_Bromide Wikipedia
View more database links
Registry Numbers Types Sources
3880925 Beilstein Registry Number Beilstein
56-94-0 CAS Registry Number KEGG DRUG
56-94-0 CAS Registry Number ChemIDplus
Last Modified
08 July 2010